Strategic Account Executive

About the role

Strategic Account Executives at Probook close deals by understanding the customer and the product and making both connect. You own the full sales cycle: discovery, evaluation, negotiation, and close. You are not a demo jockey. You are a problem solver who builds trust fast and earns the right to move fast with it. You will have SDR support generating pipeline and marketing backing you in the field. In exchange, you are expected to manage your patch with precision, keep your process airtight, and hit your number. You will never sell what you would not buy. If you care about the craft of sales and want to sell a product customers actually love, this is the role.

Requirements

• NYC Based: Excited to work in-office 5 days/week in our high-collaboration culture.
• 10+ years of software sales closing experience, with demonstrated success selling complex workflow technology solutions.
• No less than 5 years of enterprise sales experience.
• Demonstrated intellectual capacity to understand underlying technology and articulate how it fits a customer's specific business needs.
• Demonstrated EQ and relationship-building skills: the ability to get to trust quickly.
• Proven grit and entrepreneurial spirit in early-stage or resource-constrained environments.
• Comfortable with up to 10 to 20% domestic travel.

Why Join Probook?

• The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.
• Funding: $40M raised from Sequoia and Andreessen Horowitz
• The Team: >60 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir, ICPC world finalists, IMO Gold Medalists).
• Compensation & Benefits: Equity: Meaningful equity. Salary: $450K OTE (base + commission). Health: Comprehensive medical, dental, and vision. Perks: $500 Monthly stipend (food, gym, Uber, etc), plus $25 in nightly meal delivery credit and really good office snacks. Access: Direct access to world-class investors and advisors.